N^α-tert-butoxycarbonyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanine methyl ester

Base Information

• Chemical Name: N^α-tert-butoxycarbonyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanine methyl ester
• CAS No.: 522644-15-1
• Molecular Formula: C₂₆H₃₇N₅O₇
• Molecular Weight: 531.609

Synonyms:N^α-tert-butoxycarbonyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanine methyl ester

Chemical Property of N^α-tert-butoxycarbonyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanine methyl ester

Chemical Property:

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Technology Process of N^α-tert-butoxycarbonyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanine methyl ester

There total 4 articles about N^α-tert-butoxycarbonyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanine methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

methyl 3-aminopropanoate hydrochloride (3196-73-4) + Nα-tert-butoxycarbonyl-Nε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysine (522644-22-0) → Nα-tert-butoxycarbonyl-Nε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanine methyl ester (522644-15-1)

Guidance literature:

With 4-methyl-morpholine; WSC*HCl; benzotriazol-1-ol; In dichloromethane; at 0 - 20 ℃; for 50h;

DOI:10.3987/COM-02-S(M)34

Reference yield:

N-α-(tert-butoxycarbonyl)-L-lysine methyl ester (55757-60-3) → Nα-tert-butoxycarbonyl-Nε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanine methyl ester (522644-15-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / CH₂Cl₂ / 144 h / 40 °C

2: 98 percent / aq. NaOH / methanol / 3 h / 20 °C

3: 87 percent / N-methylmorpholine; HOBt*H₂O; WSC*HCl / CH₂Cl₂ / 50 h / 0 - 20 °C

With 4-methyl-morpholine; sodium hydroxide; WSC*HCl; benzotriazol-1-ol; In methanol; dichloromethane;

DOI:10.3987/COM-02-S(M)34

Reference yield:

1-(benzyloxy)-4-(1′,2′,4′-triazol-1′-yl)-2-(1H)-pyrimidinone (219992-65-1) → Nα-tert-butoxycarbonyl-Nε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanine methyl ester (522644-15-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / CH₂Cl₂ / 144 h / 40 °C

2: 98 percent / aq. NaOH / methanol / 3 h / 20 °C

3: 87 percent / N-methylmorpholine; HOBt*H₂O; WSC*HCl / CH₂Cl₂ / 50 h / 0 - 20 °C

With 4-methyl-morpholine; sodium hydroxide; WSC*HCl; benzotriazol-1-ol; In methanol; dichloromethane;

DOI:10.3987/COM-02-S(M)34

upstream raw materials:

methyl 3-aminopropanoate hydrochloride

N^α-tert-butoxycarbonyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysine

N-α-(tert-butoxycarbonyl)-L-lysine methyl ester

1-(benzyloxy)-4-(1′,2′,4′-triazol-1′-yl)-2-(1H)-pyrimidinone

Downstream raw materials:

N^α-tert-butoxycarbonyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanine methyl ester

N^α-tert-butoxycarbonyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanyl N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanine methyl ester

C₆₅H₈₅N₁₅O₁₅

N^α-tert-butoxycarbonyl-N^ε-(1-benzyloxy-1,2-dihydro-2-oxopyrimidin-4-yl)-L-lysyl-β-alanine

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